Science of Synthesis

Balci, M.; Gültekin, M. S.; Çelik, M., Science of Synthesis, (2006) 28, 157.

The addition of radicals derived from the decarboxylation of carboxylic acids to quinones has been reported using the persulfate method of radical generation.[‌1‌] Thus, 2-methyl- and 2-ethylbenzo-1,4-quinone (‌2‌, R1 = Me, Et) are synthesized in 55 and 82% yield, respectively, by oxidative decarboxylation of the corresponding carboxylic acids with silver persulfate in the presence of benzo-1,4-quinone (‌1‌) (‌Scheme 1‌).[‌2‌] 2-Hex-5-enylbenzo-1,4-quinone [‌2‌, R1 = (CH2)4CH=CH2] is similarly synthesized in 82% yield by the silver(I)-catalyzed oxidation of hept-6-enoic acid with benzo-1,4-quinone (‌1‌) in the presence of persulfate.[‌3‌]

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References

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• 8.Meeeee-Meee, (8888) 8/8e, 888.
• 8.Meeeee-Meee, (8888) 8/8e, 88.
• 8.Meeeee-Meee, (8888) 8/8e, 888.
• 8.Meeeee-Meee, (8888) M 88e8, 8888.
• 8.Meeeee-Meee, (8888) M 88e8, 8888.